Dermatofibrosarcoma protuberans (DFSP) is a rare, slow-growing soft-tissue sarcoma with low metastatic potential. This report describes an unusual case of aggressive, recurrent DFSP in a 50-year-old female, characterized by extensive chest wall involvement despite multiple surgeries, radiation, and targeted therapy. The clinical course was complicated by poor wound healing, infection, and severe ulceration. This case highlights the potential for aggressive local progression, the difficulty of achieving durable local control in recurrent DFSP, and the limitations of systemic therapies for locally advanced disease. The case also emphasizes the importance of a multidisciplinary approach, patient education, and palliative care, especially in resource-limited settings. This report underscores the need for continued research into new treatments for aggressive DFSP.